Hydrochloric Acid → HCID 11593061, compound

HRID 1724674Notes

Reaction equation

HRID 1724674 reaction equation
[Br-].[Cl:2][C:3]1[CH:42]=[CH:41][C:6]([C:7]([N:9]([CH2:12][C:13]2[CH:14]=[N+:15]([C@:19]3(C)[O:27][C@H:26]([C:28]([OH:30])=[O:29])[C@@:24](C(=O)C)([OH:25])[C@:22](C(=O)C)([OH:23])[C@@:20]3(C(=O)C)[OH:21])[CH:16]=[CH:17][CH:18]=2)[CH2:10][CH3:11])=[O:8])=[CH:5][C:4]=1[C:43]1([CH3:65])[C:51]2[C:46](=[CH:47][CH:48]=[C:49]([Cl:52])[CH:50]=2)[N:45]([CH2:53][C:54]2[CH:59]=[CH:58][C:57]([O:60][CH3:61])=[CH:56][C:55]=2[O:62][CH3:63])[C:44]1=[O:64].[OH-].[Na+].Cl>CO>[Cl-:2].[C@@H:19]1([N+:15]2[CH:16]=[CH:17][CH:18]=[C:13]([CH2:12][N:9]([C:7](=[O:8])[C:6]3[CH:41]=[CH:42][C:3]([Cl:2])=[C:4]([C:43]4([CH3:65])[C:51]5[C:46](=[CH:47][CH:48]=[C:49]([Cl:52])[CH:50]=5)[N:45]([CH2:53][C:54]5[CH:59]=[CH:58][C:57]([O:60][CH3:61])=[CH:56][C:55]=5[O:62][CH3:63])[C:44]4=[O:64])[CH:5]=3)[CH2:10][CH3:11])[CH:14]=2)[O:27][C@H:26]([C:28]([OH:30])=[O:29])[C@@H:24]([OH:25])[C@H:22]([OH:23])[C@H:20]1[OH:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86760812HCID 86760812, compound

Product 1

HCID 11593061HCID 11593061, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The solution of 100 mg of the compound obtained in stage 3.1 in 1.6 ml of methanol is stirred at 20° C. for 15 minutes in the presence of 1 ml of sodium hydroxide (2M). 3.3 ml of hydrochloric acid (1N; pH=4) are added at 10° C. The mixture is evaporated to dryness, the residue is then purified by C18 reverse phase silica preparative chromatography, elution being carried out with an acetonitrile/water gradient from 40/60 to 80/20, and then the solution obtained is lyophilized after freezing. The expected product is obtained in the form of a white powder.

Workup

  1. customThe mixture is evaporated to dryness
  2. customthe residue is then purified by C18 reverse phase silica preparative chromatography, elution
  3. customthe solution obtained

Sources & evidence

ORD record
ord-13029e72351e4b8591d8835964e1822b
Source dataset
uspto-grants-2009_02
Patent number
US07488743B2

Reaction notes

Loading…